Holiday Rentals in Montauk, NY

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Montauk, NY holiday rentals
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Best Holiday rentals and Airbnb offers in Montauk, NY

Best family friendly Montauk, NY holiday rentals

Among the 689 accommodations in Montauk, NY, here are the 4 best family friendly rentals

Perfect Mtk Home-away. Families & Large Goups! - Montauk, NY
9.8 25 reviews
Montauk, NY
05/09 – 08/09
£2342/nighttotal: £7026 (3 )

Perfect Mtk Home-away. Families & Large Goups!

5 5
apartment , Montauk
This apartment is situated in the Hither Hills neighbourhood of Montauk, just 1.6km from the private Hither Hills beach and 2.4km from the town centre, offering a peaceful escape from the bustle. It has received excellent ratings for location, cleanliness, and user experience.
This five-bedroom, three-bathroom property can accommodate up to 10 guests, making it ideal for large families or groups. The apartment offers a fully equipped kitchen, laundry facilities, a spacious living area, and outdoor spaces including a deck, porch, and fire pit, perfect for enjoying the beautiful Montauk sunsets.
Ditch Plains Retreat - Walk To The Beach! - Montauk, NY
10 16 reviews
Montauk, NY
05/09 – 08/09
£2697/nighttotal: £8091 (3 )

Ditch Plains Retreat - Walk To The Beach!

5 5
apartment , Montauk
This five-bedroom house is located just one block from Ditch Plains Beach, a popular surfing spot, and a five-minute drive from Montauk's town centre. The property has consistently received excellent ratings for location, cleanliness, and user experience.
The house comfortably sleeps 12 guests and features two living rooms, an open-plan kitchen, and a dedicated workspace. Amenities include a Jacuzzi, a garden with a fire pit and grill, and a large driveway for multiple vehicles, as well as a washer and dryer, air conditioning, and WiFi.
Shadmoor - Ocean View, Pool, Walk To Town & Beach - Montauk, NY
10 2 reviews
Montauk, NY
06/12 – 10/12
£1363/nighttotal: £5452 (4 )

Shadmoor - Ocean View, Pool, Walk To Town & Beach

5 2
apartment , Montauk
This Montauk holiday home is located in the Surfside district, just 300 metres from the beach and within a 500-1000 metre walk to town and Shadmoor State Park's ocean bluff hiking trails.
This five-bedroom property sleeps ten guests and features a private saltwater pool, hot tub, air conditioning, Wi-Fi, a fully equipped kitchen, and a stocked beach shed, offering an indoor/outdoor living experience with ocean views.
Unobstructed Ocean Views ! A Beautiful Montauk Getaway - Montauk, NY
10 67 reviews
Montauk, NY
06/12 – 10/12
£302/nighttotal: £1208 (4 )

Unobstructed Ocean Views ! A Beautiful Montauk Getaway

2 2
apartment , Montauk
This Montauk apartment is situated just 50 yards from the beach in a family-friendly community, a short walk or bike ride from the town centre. Guests have consistently rated this property as excellent, making it a popular choice for those seeking a comfortable and convenient stay.
The one-bedroom apartment offers 46 square metres of space, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, air conditioning, a private patio, and access to a swimming pool and garden, ensuring a relaxing and enjoyable stay.

Top Holiday Rentals with a Pool in Montauk, NY

Dip in whenever you like as our holiday rentals near the water in Montauk, NY come with a swimming pool on-site.

Ocean Surf Resort - Montauk, NY
8.2 571 reviews
Montauk, NY
28/07 – 30/07
£430/nighttotal: £860 (2 )

Ocean Surf Resort

1 2
resort , Montauk
Ocean Surf Resort is situated directly on Kirk Park Beach in Montauk, just a short walk from Hither Hills State Park, offering a prime beachfront location with easy access to the sand and surf. This resort has received very good user ratings, an excellent location rating, and a very good cleanliness rating.
The resort offers a variety of rooms, some with balconies and kitchenettes. Guests can enjoy a range of amenities, including a swimming pool, terrace, garden, fitness centre, and concierge service, as well as free parking and Wi-Fi.
Lakefront With Pool (Rare) - Montauk, NY
Montauk, NY
11/07 – 18/07
£1509/nighttotal: £10563 (7 )

Lakefront With Pool (Rare)

3 4
apartment , Montauk
This Montauk apartment provides a distinctive waterfront experience directly on Lake Montauk, offering a peaceful retreat away from the main village bustle.
This three-bedroom, three-bathroom residence accommodates up to six guests and features air conditioning, a kitchen with a microwave, dishwasher, and freezer, plus access to a communal swimming pool and sauna.
Water Views & Private Beach - Montauk, NY
10 1 review
Montauk, NY
11/07 – 18/07
£567/nighttotal: £3969 (7 )

Water Views & Private Beach

1 4
apartment , Montauk
This Montauk condo is centrally located, within easy walking distance of Montauk's restaurants, town centre, sunset viewing spots, and the Long Island Rail Road station.
The two-bedroom apartment, sleeping up to six guests, boasts a king-size bed, twin beds, a sofa bed, a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, parking, and private bay beach access with barbecue facilities; enjoy sweeping 180° water views from its spacious deck.
Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill - Montauk, NY
9.3 91 reviews
Montauk, NY
05/09 – 08/09
£1361/nighttotal: £4083 (3 )

Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

2 5
cottage , Montauk
This charming cottage is situated on a hill overlooking the ocean in Montauk, just a short walk from the beach and close to Gurney's Inn and a local cafe. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The two-bedroom cottage spans 93 square metres and comfortably accommodates up to six guests. Enjoy a range of amenities including a heated indoor pool, outdoor shower, a fully equipped kitchen, a garden, a spa, a fitness centre, a tennis court, and parking.

Frequently asked questions about holiday rentals in Montauk, NY

  • What are some interesting places to visit in or near Montauk, NY?

    Montauk Point State Park is a must-see, with its lighthouse and stunning views. The Montauk Historical Society Museum gives a glimpse into the area's rich history. For something different, visit the Montauk Marine Basin, where you can see the boats and the working harbour.
  • What are the best Airbnb and holiday rentals in Montauk, NY?

    Duffy's On Lake Montauk 2, Ditch Plains Surf House and Starboard Fort Pond Montauk are among the best Airbnb and holiday rentals in Montauk, NY.

  • Which walking or cycling routes are the best in Montauk, NY?

    The Montauk Point Lighthouse Trail is a popular choice, offering beautiful views of the coast. For cycling, the Ditch Plains Beach path is a scenic route, taking you past the famous surfing spot.
  • What are the most popular Airbnbs in Montauk, NY?

    Among the Airbnbs in Montauk, NY, Duffy's On Lake Montauk 2, Ditch Plains Surf House and Starboard Fort Pond Montauk are the most popular ones.

  • What sports or outdoor activites can visitors enjoy in and around Montauk, NY?

    Montauk is a haven for watersports enthusiasts, with surfing, kayaking, and fishing being popular activities. You can also go hiking in the state park, or try horseback riding on the beach.
  • What are the best holiday rentals with a pool in Montauk, NY?

  • What other towns or cities can be easily accessed from Montauk, NY?

    You can easily reach the Hamptons, a string of villages on Long Island's South Shore, from Montauk. A short drive will get you to Southampton, known for its upscale boutiques and restaurants.
  • What are the best rentals for families and kids in Montauk, NY?

  • What amenities are commonly available in vacation rentals in Montauk, NY?

    Vacation rentals in Montauk typically come equipped with kitchens, laundry facilities, and outdoor spaces like patios or decks. Some even have private pools or hot tubs. You can find rentals with different levels of luxury to suit your budget.
  • What are the best rentals or Airbnbs with a jacuzzi in Montauk, NY?

  • What time of year is best to rent a vacation rental Montauk, NY?

    The best time to visit Montauk depends on your preferences. Summer is peak season, with warm weather and plenty of outdoor activities. Spring and autumn are also popular, offering milder temperatures and fewer crowds.
  • What are the local dishes in Montauk, NY region?

    Montauk is known for its fresh seafood, so you'll find plenty of options for lobster rolls, clam chowder, and grilled fish. Local bakeries also offer delicious pastries and pies.

Destinations nearby

Best Montauk, NY holiday rentals with a balcony

North Harbor Montauk - Montauk, NY
8.6 59 reviews
Montauk, NY
28/07 – 30/07
£710/nighttotal: £1420 (2 )

North Harbor Montauk

2 2
house , Montauk
This charming house is located in Montauk, just a short walk from Gin Beach and a short drive from Navy Road Beach, offering easy access to the beautiful Montauk coastline. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The house has two bedrooms, offering enough space for a small family or group of friends. It features a fully equipped kitchen, a private patio, a balcony, and a barbecue, perfect for enjoying the warm Montauk weather and relaxing outdoors.
Ocean View - 4 Bedroom - 2 Bathroom Brilliant Beach Home - Montauk, NY
9.8 64 reviews
Montauk, NY
06/12 – 10/12
£734/nighttotal: £2936 (4 )

Ocean View - 4 Bedroom - 2 Bathroom Brilliant Beach Home

4 2
apartment , Montauk
This apartment is located in Montauk, just a 1 kilometre walk from the private beach access for Hither Hills residents, offering a peaceful and relaxing atmosphere. It has received excellent user ratings, making it a popular choice for travellers.
The apartment is spacious, with 186 square metres of floor area and a capacity of 8 guests. It comes fully equipped with modern amenities, including a kitchen with a fridge, microwave oven, and dishwasher, as well as a terrace, garden, and parking. Guests can enjoy stunning ocean views from every room, including the expansive wrap-around deck, and can also make use of the provided beach chairs, bicycles, and surfboards.
Serene Saltbox With Pond & Sunset Views - Montauk, NY
10 12 reviews
Montauk, NY
18/09 – 21/09
£1208/nighttotal: £3624 (3 )

Serene Saltbox With Pond & Sunset Views

4 7
apartment , Montauk
This family-friendly flat in Montauk is situated on a secluded half-acre plot offering pond and sunset views, within a 10-minute walk to village amenities and ocean beaches, and a short distance from Camp Hero State Park and Montauk Point Lighthouse.
This property accommodates up to eight guests across four bedrooms and two bathrooms, featuring air conditioning, Wi-Fi, a full kitchen with a dishwasher, a terrace, a garden, a spa, and parking, with a fireplace centrally located between the kitchen and dining area.
Brand New Waterfront - Chic & Sophisticated Unit #701 - Montauk, NY
10 4 reviews
Montauk, NY
15/07 – 20/07
£964/nighttotal: £4820 (5 )

Brand New Waterfront - Chic & Sophisticated Unit #701

2 3
apartment , Montauk
This Culloden Shores apartment in Montauk offers a lakefront location with private deck and yacht views, steps from the harbour, town docks, restaurants, bay beaches, and ocean surf spots.
The two-bedroom, three-bathroom property sleeps six, boasting a gourmet kitchen with Bosch appliances, a master bedroom with king-size bed and spa-like bath, a children's nautical-themed bunk room, and central air conditioning; nearby attractions include the Second House Museum and Montauk Point Lighthouse.

Choose the Right Self-Catering Rentals with Parking in Montauk, NY

A car park at your holiday rental in Montauk, NY makes reaching the coast and local beaches easy every day with no extra faff.

Montauk Yacht Club - Montauk, NY
8.6 1277 reviews
Montauk, NY
26/07 – 01/08
£1276/nighttotal: £7656 (6 )

Montauk Yacht Club

1 2
resort , Montauk
The Montauk Yacht Club is situated on Star Island in Lake Montauk, a short distance from the Montauk Downs Golf Course, Rita's Horse Stables, and the Montauk Point Lighthouse and Museum. The resort has received very good user ratings, excellent location ratings, and very good cleanliness ratings.
The property features a nautical theme and offers a range of amenities, including a private beach, three restaurants, a spa, three swimming pools, tennis courts, a fitness centre, and boat rentals. Guests can enjoy a variety of activities, such as swimming, sunbathing, golfing, horseback riding, and exploring the surrounding coastline.
Center Of Town - Ideal For Beach, Golf & Tennis - Montauk, NY
10 63 reviews
Montauk, NY
06/12 – 10/12
£484/nighttotal: £1936 (4 )

Center Of Town - Ideal For Beach, Golf & Tennis

3 2
apartment , Montauk
This house is located in Montauk, within a mile of Montauk Downs State Park Golf Course and The Hamptons Beaches, and within 15 minutes of Lake Montauk and Montauk Downs State Park. It has received excellent user ratings and is perfect for families or groups of friends.
The property offers 167 square meters of living space, with three bedrooms, two bathrooms, and a capacity for eight guests. Amenities include a swimming pool, Jacuzzi, terrace, garden, parking, and a fully equipped kitchen, making it ideal for a relaxing and enjoyable stay.
Beautiful Private Montauk House With Pool/hot Tub - Montauk, NY
10 3 reviews
Montauk, NY
12/08 – 15/08
£2420/nighttotal: £7260 (3 )

Beautiful Private Montauk House With Pool/hot Tub

4 4
apartment , Montauk
This modern four-bedroom house is located on a quiet country lane just a short distance from Ditch Plains Beach, South Lake and the marinas.
The property boasts a spacious open-plan living area, a gourmet kitchen with two dishwashers, a heated swimming pool, a hot tub, and a fire pit for outdoor entertaining.
Hither Hills Beach Retreat; Walk To Ocean Beach & Town; Pool; Jacuzzi; Kid Ready - Montauk, NY
9.8 109 reviews
Montauk, NY
29/08 – 05/09
£1556/nighttotal: £10892 (7 )

Hither Hills Beach Retreat; Walk To Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

4 4
apartment , Montauk
This beach house in Montauk is located just 1.6 kilometres from The Hamptons Beaches, Kirk Park Beach, and Second House Museum, offering easy access to the area’s attractions. The property has received excellent user ratings, indicating a high standard of comfort and service.
The house spans 223 square metres and comfortably accommodates up to 12 guests. It features a private pool, a fenced yard, a playground, barbecue grills, a fully equipped kitchen, free Wi-Fi, and a fireplace, ensuring a relaxing and enjoyable stay.
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